Benzaldehyde → 2-Benzylideneamino-4-methylphenol

HRID 1827992Notes

Reaction equation

HRID 1827992 reaction equation
[NH2:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([CH3:9])[CH:3]=1.[CH:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CO>[CH:10](=[N:1][C:2]1[CH:3]=[C:4]([CH3:9])[CH:5]=[CH:6][C:7]=1[OH:8])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 72642-Amino-4-methylphenol

Product 1

HCID 112987892-Benzylideneamino-4-methylphenolYield 63.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-amino-p-cresol (1.23 g, 10 mmol) and benzaldehyde (1.06 g, 10 mmol) in methanol (10 ml) was heated at reflux for 2 hrs then cooled in an ice bath. The product was filtered off, washed with a little cold methanol and dried to yield 1.35 g of 2-benzylideneamino-4-methylphenol 54.

Workup

  1. temperatureat reflux for 2 hrs
  2. temperaturethen cooled in an ice bath
  3. filtrationThe product was filtered off
  4. washwashed with a little cold methanol
  5. customdried

Sources & evidence

ORD record
ord-51e2b74668464f41b6df062b9d493318
Source dataset
uspto-grants-2006_06
Patent number
US07056903B2

Reaction notes

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